diff --git a/aegisub/scripts/osx-bundle-restart-helper.c b/aegisub/scripts/osx-bundle-restart-helper.c
index d0dad83f1..2662993c9 100644
--- a/aegisub/scripts/osx-bundle-restart-helper.c
+++ b/aegisub/scripts/osx-bundle-restart-helper.c
@@ -52,7 +52,7 @@ int main(int argc, char *argv[], char *env[])
 
 	if ((queue = kqueue()) == -1)
 	{
-		perror("kqueue()");
+		perror("Error in: kqueue()");
 		return 1;
 	}
 
@@ -63,26 +63,34 @@ int main(int argc, char *argv[], char *env[])
 	       NOTE_EXIT,
 	       0, 0);
 
+	printf("restart-helper: waiting for pid %d\n", waitpid);
+
 	nchange = kevent(queue, change, 1, event, 1, &timeout);
+
 	if (nchange < 0)
 	{
-		perror("kevent()");
+		perror("restart-helper: Error in kevent()");
 		return 2;
 	}
 	else if (nchange == 0)
 	{
+		printf("restart-helper: Timed out waiting for pid %d\n", waitpid);
 		return 3;
 	}
 	else if (change[0].flags & EV_ERROR)
 	{
+		perror("restart-helper: Error in event");
 		return 2;
 	}
 	else
 	{
 		close(queue);
+
+		printf("restart-helper: Executing '%s'\n", argv[1]);
+
 		if (execve(argv[1], argv+1, env) == -1)
 		{
-			perror("execve()");
+			perror("restart-helper: Error in execve()");
 			return 4;
 		}
 		return 0; /* never reached */
diff --git a/aegisub/src/utils.cpp b/aegisub/src/utils.cpp
index 8696e8ef7..f7e9ef5df 100644
--- a/aegisub/src/utils.cpp
+++ b/aegisub/src/utils.cpp
@@ -426,8 +426,10 @@ void RestartAegisub() {
 	char *bundle_path = OSX_GetBundlePath();
 	char *support_path = OSX_GetBundleSupportFilesDirectory();
 	if (!bundle_path || !support_path) return; // oops
-	wxExecute(wxString::Format(_T("%s/MacOS/restart-helper /usr/bin/open \"%s\""), wxString(support_path, wxConvUTF8).c_str(), wxString(bundle_path, wxConvUTF8).c_str()));
-	free(bundle_path);  
+	wxString exec = wxString::Format(_T("\"%s/MacOS/restart-helper\" /usr/bin/open -n \"%s\"'"), wxString(support_path, wxConvUTF8).c_str(), wxString(bundle_path, wxConvUTF8).c_str());
+	wxLogDebug("RestartAegisub: (%s)", exec);
+	wxExecute(exec);
+	free(bundle_path);
 	free(support_path);
 #else
 	wxStandardPaths stand;